Wingham Vacations from $521

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The Latest Wingham Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A spacious atrium with a central staircase, multiple seating areas, and a view of a car through the glass walls.
    Jan 12 - Jan 16

    Hilton Toronto/Markham Suites Conference Centre & Spa + Flight

    Markham
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,792 reviews)
    "Parking has additional cost. Hotel was very busy."
    Reviewed November 11, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YYZ • Nonstop YYZ - BOS • Nonstop
    $724
    $521
    per traveler
    found 1 day ago
    Hilton Toronto/Markham Suites Conference Centre & Spa
  • A modern hotel with a prominent corner entrance, large windows, and a visible street view.
    Dec 23 - Dec 28

    Hotel Riu Plaza Toronto + Flight

    Downtown Toronto
    5 nights
    4.0 star property
    9.4/10 - Exceptional (5,281 reviews)
    "It w As beautiful place see ye again"
    Reviewed November 11, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YYZ • Nonstop YYZ - BOS • Nonstop
    $1,181
    $780
    per traveler
    found 1 day ago
    Hotel Riu Plaza Toronto
  • A modern interior with a central fireplace, a dining area with a chair and table, and a hallway with an elevator.
    Jan 12 - Jan 16

    Union Hotel + Flight

    Downtown Toronto
    4 nights
    4.0 star property
    9.2/10 - Wonderful (2,884 reviews)
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YYZ • Nonstop YYZ - BOS • Nonstop
    $876
    $598
    per traveler
    found 1 day ago
    Union Hotel
  • A modern living room with a fireplace, comfortable seating, and a large TV.
    Dec 23 - Dec 28

    One King West Hotel & Residence + Flight

    Downtown Toronto
    5 nights
    4.0 star property
    9.4/10 - Exceptional (8,856 reviews)
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YYZ • Nonstop YYZ - BOS • Nonstop
    $893
    $645
    per traveler
    found 1 day ago
    One King West Hotel & Residence
  • A hotel room with a bed, a sofa, a dining table with chairs, and a brick wall.
    Dec 29 - Jan 3

    Cabbagetown Inn + Flight

    Downtown Toronto
    5 nights
    3.0 star property
    8.6/10 - Excellent (109 reviews)
    "Clean, good location friendly staff"
    Reviewed November 5, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YYZ • Nonstop YYZ - BOS • Nonstop
    $903
    $662
    per traveler
    found 1 day ago
    Cabbagetown Inn

Wingham Hotel Deals

A two-story building with a red roof, surrounded by green lawns and trees.

Lighthouse Motel

Lighthouse Motel
2.0 star property
17.6 mi from Wingham
9.0 out of 10, Wonderful, (282 reviews)
"A friendly, family-run hotel that is clean and comfortable."
$78 nightly
The price is $88
Nov 15 - Nov 16
Total with taxes and fees
Lighthouse Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in Wingham

Frequently Asked Questions

How much does a Wingham vacation package cost?

You can grab a vacation package to this popular destination from $521 on Expedia. However, how much your vacation to Wingham costs will depend on factors like your hotel choice, length of stay and season.

What are the cheapest months to go to Wingham?

You can typically find reduced prices and better availability in December, January and February. Browse our cheap Wingham vacation packages and you could land some great off-season deals.

How many days is enough for Wingham?

The ideal length of your Wingham vacation depends on what you'd like to do. Generally, a few days to a week will give you enough time to check out all the top sights and discover some hidden spots along the way.

How to find the best Wingham package deals?

Use Expedia's filters to find some unbeatable Wingham package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Wingham package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.

Is it cheaper to book a Wingham vacation as a package?

You can enjoy significant savings on your Wingham break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to Wingham?

If you have your Wingham vacation dates confirmed, book as early as you can to grab some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for setting off on a whim.

Does Expedia offer Book Now, Pay Later Wingham vacation packages?

Your Wingham getaway is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you a little more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.